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Waterfront Homes for Sale in Greenport, NY

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  • /20

    $1,899,000

    • 5 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    2055 Bay Shore Rd, Greenport, NY 11944

    Live your best life in this spectacular 5 bedroom bayfront home. Breathtaking panoramic water views from Shelter Island throughout Greenport Harbor to Pipes Cove, you will be able to sit on your private beach and watch all the activity of the Peconic Bay. This beachfront home offers a first floor bedroom en-suite, enclosed sunporch, open floor plan across the living room with wood burning

    Kenneth Poliwoda Douglas Elliman Real Estate

    2055 Bay Shore Rd, Greenport, NY 11944
  • /31

    $2,285,000

    • 3 Beds
    • 2 Baths
    • 1,262 Sq Ft

    154 Shore Dr E, Greenport, NY 11944

    Napeague -Shore Drive East- the land on sea on the edge of the 1300 acres that make up Napeague Harbor within the marine & terrestrial sanctuary including Napeague State Park, Goff Point, Hicks Island and Hither Hills State Park. This authentic Shore Drive East waterfront property provides immediate water access to boat, sail, kite surf, kayak or clam your way through the day. The two story 1262

    John D'Agostino Martha Greene Real Estate LLC

    154 Shore Dr E, Greenport, NY 11944
  • /46

    $2,999,000

    • 4 Beds
    • 3 Baths
    • 1,595 Sq Ft

    2100 Sound Dr, Greenport, NY 11944

    Soundfront! Welcome to 2100 Sound Drive - offering water views from nearly every room, this unique property is part of the Eastern Sterling Shores community and is truly the Last of the Mohicans! Greeted by a welcoming circular driveway and situated atop a picturesque bluff, you'll enjoy captivating views and summer breezes. Stairs lead to an enchanting enclosed bungalow while your own private

    Connie Liappas Compass Greater NY LLC

    2100 Sound Dr, Greenport, NY 11944
  • /35

    $1,900,000

    • 3 Beds
    • 2.5 Baths
    • 2,238 Sq Ft

    131 6th St Unit G, Greenport, NY 11944

    Experience the best of North Fork coastal living in this beautifully appointed 3-bedroom, 2.5-bath waterfront condo with breathtaking views of Peconic Bay and Shelter Island. Enjoy your morning coffee as the sun rises or set sail from your dock just steps from your door. With spacious, light-filled interiors, two fireplaces and seamless indoor-outdoor flow, this home is designed for effortless

    Sheri Winter Parker Corcoran

    131 6th St Unit G, Greenport, NY 11944
  • /13

    $500,000

    • Land
    • 23 Acres
    • $21,368 per Acre

    191 - B Columbia Turnpike, Greenport, NY 12534

    Unusual opportunity to own your own 23.4 acres with a 12+ acre lake! Clay Pond Farms is a centrally located, easily accessible property that blends endless business and recreation opportunities. Just minutes from downtown HUDSON, NY, this unusual property offers a prime opportunity for investors, developers, recreational and sports enthusiasts, or anyone with an outdoorsy vision. Perhaps an In

    Paul Barrett Houlihan Lawrence Inc.

    191 - B Columbia Turnpike, Greenport, NY 12534
  • /23

    $499,999

    • 1 Bed
    • 1 Bath

    2500 Maple Ln Unit 14, Greenport, NY 11944

    Welcome to your dream coastal retreat! This one-bedroom, one-bathroom waterfront condo in Greenport offers stunning water views and endless potential to make it your own. Whether you're looking for a weekend getaway or a seasonal escape, this gem is ready for your personal touch.For boaters, this is an unbeatable opportunity with incredibly low dock fees at just $750 per season and winter boat

    Jake Hrzich Keller Williams Realty Elite

    2500 Maple Ln Unit 14, Greenport, NY 11944
  • /28

    $599,999

    • 1 Bed
    • 1 Bath

    2500 Maple Ln Unit 10, Greenport, NY 11944

    Dreaming Of The Ultimate North Fork Waterfront Escape? This Stunning 1-Bedroom, 1-Bath Condo In A Private Greenport Community Is The Opportunity You’ve Been Waiting For! With Direct Water Access, Unbeatable Amenities, And The Most Affordable Boating Options Around, This Is North Fork Living At Its Finest! For Boaters, This Location Is A Game-Changer. Boat Slip Fees Are Just $750 For The ENTIRE

    Jake Hrzich Keller Williams Realty Elite

    2500 Maple Ln Unit 10, Greenport, NY 11944
  • /21

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    123 Sterling Ave Unit 8, Greenport, NY 11944

    Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district

    Bridget Elkin Compass Greater NY LLC

    123 Sterling Ave Unit 8, Greenport, NY 11944
  • /25

    $1,299,999

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    58425 Route 48, Greenport, NY 11944

    Views that never end! Welcome to your picturesque beachfront retreat along the Long Island Sound, where breathtaking water views and private beach access create a serene escape. Enjoy year-round sunsets that will take your breath away. This charming home features a fantastic layout with sun-soaked, high ceilings in the great room, seamlessly connecting the eat-in kitchen, living room, and dining

    William Walters Daniel Gale Sothebys Intl Rlty

    58425 Route 48, Greenport, NY 11944
  • /32

    $1,695,000

    • 3 Beds
    • 1.5 Baths
    • 2,290 Sq Ft

    2515 Sound Dr, Greenport, NY 11944

    This one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. Named "Winged Weekend Flight", a wood hewn escape from city ways. When you enter, you will leave your worries behind. Incredible light and gorgeous landscape envelop this 3 bedroom, 1.5 bath sanctuary. Gunite pool with an automatic cover, Ipe decking and beach rights to a gorgeous sound front beach

    Sheri Winter Parker Corcoran

    2515 Sound Dr, Greenport, NY 11944
  • /28

    $1,550,000

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    308 Wiggins St, Greenport, NY 11944

    Incredible investment opportunity to own #1 grossing LEGAL short term Airbnb in Greenport Village. Legally permitted - $220k annually. FULLY TURNKEY from furnishings, bedding / linens, towels, to all kitchen ware, even the artwork Maintenance team including house cleaner, pool care and landscaper are at your disposal. 2 minute walk into town - best location in Greenport, across from LIRR

    Josh Shenkle EAST END ALLIANCE REAL ESTATE AND DEVELOPMENT LLC

    308 Wiggins St, Greenport, NY 11944
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